Water → HCID 59446523, compound

HRID 1510313Notes

Reaction equation

HRID 1510313 reaction equation
[CH3:1][NH:2][C:3]([N:5]1[C:13]2[C:8](=[CH:9][C:10]([NH:14][S:15]([C:18]3[CH:23]=[C:22]([Cl:24])[CH:21]=[C:20]([Cl:25])[CH:19]=3)(=[O:17])=[O:16])=[CH:11][CH:12]=2)[CH2:7][CH2:6]1)=[O:4].C(=O)([O-])[O-].[K+].[K+].FC(F)(F)S(O[CH2:38][P:39]([O:44][CH2:45][CH3:46])([O:41][CH2:42][CH3:43])=[O:40])(=O)=O.O>CN(C)C=O.C(OCC)(=O)C>[Cl:24][C:22]1[CH:23]=[C:18]([S:15]([N:14]([CH2:38][P:39](=[O:40])([O:44][CH2:45][CH3:46])[O:41][CH2:42][CH3:43])[C:10]2[CH:9]=[C:8]3[C:13](=[CH:12][CH:11]=2)[N:5]([C:3](=[O:4])[NH:2][CH3:1])[CH2:6][CH2:7]3)(=[O:17])=[O:16])[CH:19]=[C:20]([Cl:25])[CH:21]=1

Participants

7

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 11833487(Diethoxyphosphoryl)methyl trifluoromethanesulfonateHCID 59335141HCID 59335141, compound

Product 1

HCID 59446523HCID 59446523, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

2.2 g 5-(3,5-dichloro-phenylsulphonylamino)-2,3-dihydro-indole-1-carboxylic acid-methylamide are dissolved in 15 ml dimethylformamide. To this are added 1.67 g potassium carbonate and 1.32 ml diethoxy-phosphorylmethyl trifluoro-methanesulphonate. The mixture is left for 3 hours at ambient temperature with stirring, the solvent is eliminated in vacuo and the residue is divided between water and ethyl acetate. The aqueous phase is extracted twice from ethyl acetate and the combined organic phases are dried on magnesium sulphate. The solvents are eliminated in vacuo and the residue is extracted from diisopropylether/ethyl acetate.

Workup

  1. extractionThe aqueous phase is extracted twice from ethyl acetate
  2. customthe combined organic phases are dried on magnesium sulphate
  3. extractionthe residue is extracted from diisopropylether/ethyl acetate

Sources & evidence

ORD record
ord-102a57b75e6f432db3fedf7d09c1bc93
Source dataset
uspto-grants-2012_07
Patent number
US08211923B2

Reaction notes

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